title: One-pot synthesis of 2-amino-indole-3-carboxamide and analogous.
abstract: An efficient one-pot, two-step solution-phase synthetic method was developed to synthesize twenty-three 2-amino-indole-3-carboxamides (3) from 2-halonitrobenzene (1) or heterocyclic analogous and cyanoacetamides (2). In this sequence, first, intermediate 2-cyano-2-(2-nitrophenyl)acetamide (4) was generated under basic condition via S(NAr) reaction; after direct addition of hydrochloric acid solution, FeCl(3), and Zn powder, indole 3 was generated via reduction/cyclization process.
authors.affiliation: Drug Discovery Institute, University of Pittsburgh, Pittsburgh, PA 15261, United States.
authors.forename: Kan
authors.initials: K
authors.lastname: Wang
authors.forename: Eberhardt
authors.initials: E
authors.lastname: Herdtweck
authors.forename: Alexander
authors.initials: A
authors.lastname: Dömling
mesh_terms: D000620:Aminoimidazole Carboxamide / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009578:Nitrobenzenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007211:Indoles; D009578:Nitrobenzenes; D000620:Aminoimidazole Carboxamide